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Josh Weinstein has been in the technology field since 2000. Josh's work experience includes being an Implementation Engineer II at Heartland Information Services in 2000, an Alumni at DotNetNuke in 2001, a Graduate Assistant at the University of Toledo in 2002, a Web Portal Administrator II/Configuration & Deployment Analyst II at HCR ManorCare in 2003, an Associate/IT Director at Alan B. Lancz & Associates in 2006, a Network Administrator at ACT Systems, Ltd. in 2011, a Director of Corporate Services at Mobile Care Group in 2012, a Chief Operating Officer at Advanced Billing & Computing Solutions in 2014, and a Chief Operating Officer at Advanced Billing and Computing Solutions in 2015. Most recently, in 2021, Josh Weinstein began working as a Senior Software Engineer at Traumasoft.

Josh Weinstein obtained a Post-Baccalaureate Certificate in Health Information Systems from the University of Toledo in 2010. Josh then went on to earn a Master of Business Administration (MBA) from The University of Toledo in 2002, with a focus in Management Information Systems. In 1997, Weinstein began their undergraduate studies at The University of Toledo, where they earned a Bachelor of Business Administration (BBA) in 2000, with a focus in Information Technology/Marketing. Weinstein also holds a Registered Health Information Administrator (RHIA) certification from AHIMA.